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Holiday Homes in Pittsburgh

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Pittsburgh holiday homes

A modern kitchen with white cabinetry, a central island, and a dining area with a clear table.

1. Free Parking★Walk Everywhere!★2 Private bathrooms!

Free Parking★Walk Everywhere!★2 Private bathrooms!
North Side
9.8 out of 10, Exceptional, (49 reviews)
"Great little place, close to museums and other sites."
United States
Kelly D.
The price is AU$354
includes taxes & fees
21 Oct - 22 Oct
Free Parking★Walk Everywhere!★2 Private bathrooms!
A modern living room with a sectional sofa, a coffee table with a plant, a floor lamp, and a geometric rug. There are two chairs and a small table in the background.

2. M&J - Emlin 513 St.

M&J - Emlin 513 St.
North Side
9.8 out of 10, Exceptional, (23 reviews)
"Great location / neighborhood and the host was very easy to work with and responsive "
United States
Gerrit v.
The price is AU$356
includes taxes & fees
21 Oct - 22 Oct
M&J - Emlin 513 St.
A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a unique spiral pendant light.

3. Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking

Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking
North Side
9.4 out of 10, Exceptional, (38 reviews)
"Great stay"
United States
Shawn H.
The price is AU$219
includes taxes & fees
18 Oct - 19 Oct
Stylish & Central 3BD Home Pittsburgh/North Side with Free Street Parking
A cozy living room with a brick fireplace, a wooden dining table, and a staircase.

4. Park Free★Amazing Space★Professionally Cleaned!

Park Free★Amazing Space★Professionally Cleaned!
North Side
10.0 out of 10, Exceptional, (43 reviews)
"Amazing place to stay while in Pittsburgh - extremely clean and close to many cool neighborhoods and places to visit! "
United States
Jennifer Y.
The price is AU$332
includes taxes & fees
21 Oct - 22 Oct
Park Free★Amazing Space★Professionally Cleaned!
A modern kitchen with wooden accents, a dining area with a table and chairs, and a gray sofa with patterned cushions.

5. Lovely Strip District loft with free parking

Lovely Strip District loft with free parking
Strip District
10.0 out of 10, Exceptional, (42 reviews)
"Perfect stay"
United States
M D.
The price is AU$269
includes taxes & fees
13 Oct - 14 Oct
Lovely Strip District loft with free parking
A modern living room with a sofa, two armchairs, a coffee table, and a fireplace.

6. Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking

Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking
North Side
9.2 out of 10, Wonderful, (86 reviews)
"Beautiful place to stay"
United States
helena w.
The price is AU$225
includes taxes & fees
13 Oct - 14 Oct
Stylish 4Bdr Loft Home, North Shore, City Skyline with Free Street Parking
A living room with a fireplace, a sofa, a coffee table, and two paintings on the wall.

7. Eclectic Historic Sunny Vista Home with City Views, Northshore

Eclectic Historic Sunny Vista Home with City Views, Northshore
North Side
9.6 out of 10, Exceptional, (41 reviews)
"Great location! Close proximity to the city, but secluded in the mountain. Great place to stay for a series at PNC park."
United States
Alli S.
The price is AU$303
includes taxes & fees
14 Oct - 15 Oct
Eclectic Historic Sunny Vista Home with City Views, Northshore
A modern kitchen with white cabinets, a granite countertop, and a dining area with a wooden table and chairs.

8. Cozy Row House Quiet Designer Heaven Central

Cozy Row House Quiet Designer Heaven Central
North Side
9.2 out of 10, Wonderful, (7 reviews)
"Yes!!! it was a great stay "
United States
Naraya G.
The price is AU$378
includes taxes & fees
13 Oct - 14 Oct
Cozy Row House Quiet Designer Heaven Central
A modern kitchen with a central island, stainless steel appliances, and a seating area with a sofa and coffee table.

9. Not so tiny house with full kitchen & patio swing

Not so tiny house with full kitchen & patio swing
Garfield
9.6 out of 10, Exceptional, (73 reviews)
"Great little house. Easy to park. "
United States
Anna B.
The price is AU$269
includes taxes & fees
13 Oct - 14 Oct
Not so tiny house with full kitchen & patio swing
A kitchen with a brick wall, stainless steel appliances, a yellow door, and a sliding barn door.

10. ★ HostWise Stays ★ King Bed Carriage House in Mexican War Streets

★ HostWise Stays ★ King Bed Carriage House in Mexican War Streets
North Side
10.0 out of 10, Exceptional, (6 reviews)
"Great location, great property management. I would totally stay here again! "
United States
Eva S.
The price is AU$305
includes taxes & fees
2 Nov - 3 Nov
★ HostWise Stays ★ King Bed Carriage House in Mexican War Streets
A cityscape with a river, a bridge, and a pedestrian walkway.

11. Urban Retreat with Garage on Mt. Washington

Urban Retreat with Garage on Mt. Washington
Mount Washington
9.8 out of 10, Exceptional, (98 reviews)
"Great place! Short walk to cool areas "
United States
David M.
The price is AU$305
includes taxes & fees
26 Oct - 27 Oct
Urban Retreat with Garage on Mt. Washington
A compact kitchen with a white door, grey cabinets, a sink, and a wooden countertop.

12. Cozy escape close to downtown, stadiums & parks

Cozy escape close to downtown, stadiums & parks
North Side
9.8 out of 10, Exceptional, (72 reviews)
"Cute and cozy little house! Very clean and bed was comfortable, Lisa is an excellent host! We enjoyed our stay! "
United States
Jennifer B.
The price is AU$268
includes taxes & fees
13 Oct - 14 Oct
Cozy escape close to downtown, stadiums & parks
A modern kitchen with dark wooden cabinets, a central island with bar stools, a stainless steel refrigerator, and a pendant light above the island.

13. ★ HostWise Stays ★ Retro-vibes home, just minutes from stadiums!

★ HostWise Stays ★ Retro-vibes home, just minutes from stadiums!
North Side
10.0 out of 10, Exceptional, (12 reviews)
"Clean location. Nice and stocked. Had everything we needed. Beds were nice, kitchen great size and living room. Liked being able to sit on the porch and watch folks walk by."
United States
Derrick P.
The price is AU$451
includes taxes & fees
3 Nov - 4 Nov
★ HostWise Stays ★ Retro-vibes home, just minutes from stadiums!
A grassy outdoor area with a wooden bench, a stone statue, and a wooden fence.

14. Explore Pittsburgh from a Modern, Hip Bungalow

Explore Pittsburgh from a Modern, Hip Bungalow
North Side
9.6 out of 10, Exceptional, (75 reviews)
"Great location. Would stay again. "
United States
Yukiko M.
The price is AU$260
includes taxes & fees
13 Oct - 14 Oct
Explore Pittsburgh from a Modern, Hip Bungalow
A modern living room with a fireplace, a staircase, and a view of the outdoors.

15. 1207 Ocala - Boat House - North Side

1207 Ocala - Boat House - North Side
North Side
10.0 out of 10, Exceptional, (38 reviews)
"Great place. Parking a bit of a pain, but everything was perfect."
United States
Edward C.
The price is AU$353
includes taxes & fees
21 Oct - 22 Oct
1207 Ocala - Boat House - North Side
A fireplace with a tiled surround and a mantel, set in a hallway with white columns and a tiled floor.

16. 1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area

1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
Bloomfield
9.8 out of 10, Exceptional, (34 reviews)
"Had a great stay. Host was very accommodating and very responsive. We are very happy. Price was great."
United States
Lisa K.
The price is AU$260
includes taxes & fees
14 Oct - 15 Oct
1 BEDROOM APT IN PITTSBURGH (F) -Friendship Area
A modern living room with a sofa, ottomans, a coffee table, and a ceiling fan.

17. ★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!

★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!
North Side
10.0 out of 10, Exceptional, (59 reviews)
"The house was clean,in a great area, and the host was great to work with. I would 100% stay with them again and give this house a high recommendation."
United States
Brian G.
The price is AU$481
includes taxes & fees
14 Oct - 15 Oct
★ HostWise Stays ★ Pet Friendly, Balcony & Patio, and an easy walk to bars & restaurants!
A modern living room with a fireplace, a green sofa, a wooden coffee table, and a dining area with a wooden table and chairs.

18. Strip District Studio-Free Parking-Natural Light

Strip District Studio-Free Parking-Natural Light
Strip District
9.2 out of 10, Wonderful, (34 reviews)
"We had a great stay - it was a beautiful place and convenient location. It could get somewhat noisy, but we did not have any trouble sleeping through the night. Would stay again for another Pittsburgh trip!"
United States
Martene B.
The price is AU$272
includes taxes & fees
13 Oct - 14 Oct
Strip District Studio-Free Parking-Natural Light
A modern kitchen with a white brick wall, a flat-screen TV mounted above a wooden shelf, and a bar area with stools.

19. 307 37th St · Lawrenceville Row House - Walk to Everything!

307 37th St · Lawrenceville Row House - Walk to Everything!
Lawrenceville
9.4 out of 10, Exceptional, (50 reviews)
"Great location and very comfortable beds!"
United States
Cassi D.
The price is AU$258
includes taxes & fees
14 Oct - 15 Oct
307 37th St · Lawrenceville Row House - Walk to Everything!
Fully stocked kitchen with stainless steel appliances for easy meal prep.

20. ★ HostWise Stays ★ Historic Victorian Charm, Parking, & Luxury Bath

★ HostWise Stays ★ Historic Victorian Charm, Parking, & Luxury Bath
North Side
10.0 out of 10, Exceptional, (11 reviews)
"Great stay!"
United States
Fabio M.
The price is AU$556
includes taxes & fees
14 Oct - 15 Oct
★ HostWise Stays ★ Historic Victorian Charm, Parking, & Luxury Bath
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pittsburgh Hotel Reviews

Omni William Penn Hotel

Omni William Penn Hotel

10/10 Excellent
"Great location! Within walking distance to so many venues! Way better maintained than your modern hotels. You can tell they take pride in this property. We will be staying again in the future. There is parking directly across the street for $8 per day on the weekends. You won't be disappointed with your stay here!"
Terry 2-night trip
Posted 1 hour ago
Omni William Penn Hotel

Find out more about Pittsburgh

Pittsburgh Holiday Homes information

Number of reviews
853
Accommodation
726 Holiday Homes
Lowest Price
AU$219
Highest Price
AU$556